A saw
Not the one I meant but a right answer so keep it. Now add a saw blade with many teeth.
No, not that one. This is a long thin horizontal shape.
Correct. Now a horse with three legs.
Correct. A tall thin shape with a square head and pointed feet.
No, not that one. This shape has flat sides and a square head.

Outcome: successful
Speaker comments: Annoyed that the bot didn't understand simple shapes, but we got there in the end.